This is the final chapter and is once again told by Jolene's husband Peter.
*
This challenge was the most sophisticated so far. Ed and I were waiting in a hotel room while my wife Jolene had to perform a series of tasks to collect the necessary clues which would lead her to us. That was the plan anyway. Something can always go wrong, but she knew she could call me if necessary. As I waited I went back over the details in my head, imagining my beautiful submissive wife following her instructions.
When she returned home from the gym she would find the first envelope on the table. In it was a note and receipt from a beauty shop for a manicure and pedicure. The appointment for today was circled. The note read simply, "Dress like you are going clubbing. Don't be late for your appointment." If she left immediately she would have just enough time to make it.
After her finger and toe nails were painted bright pink she was given the second envelope. Inside was another note that said, "Go the the following address and give Mistress Diane your name. She will know what to do."
That will lead her to a little shop where the younger crowd goes to buy their "bling" and get their makeup done. I had instructed the proprietor, Mistress Diane, to make her look trashy like the younger girls do these days when they are going out to "hook up". I told her I wouldn't mind if it bordered on street-walker. When she was finished she would give Jolene yet another envelope.
Like the others, this one had a short note. It read, "Go to the bar at the following address and locate Mindy. Trade your clothes for hers except for your purse. Do whatever it takes to get her clothes. In the pocket of her shorts you will find a hotel key on a chain. Put the chain around your neck, go back outside and take a right. Start walking. You'll know when to stop."
I can imagine Jolene's confusion about these vague instructions, but she will go to the bar anyway. When she goes in it's dim and it takes her eyes a few minutes to adjust. She looks around and only sees a few people inside, which is not unusual considering it was still pretty early. Nobody makes eye contract with her, so she steps up to the bar and asks the bartender if he knows Mindy. He doesn't say anything. He just motions towards the back of the bar with his thumb.
As Jolene makes her way to the back of the bar she notices a pool table off to one side in a little alcove that isn't visible from the front of the place. A woman in her thirties was carefully lining up a shot. She was wearing a garish green lyrca top that left little to the imagination and a pair of very short shorts that didn't cover much either. My wife walks up and clears her throat.
"Yeah? What'da want?"
"Are you Mindy?" Jolene asks hesitantly.
"That depends," she replies. "on who you are sweetie."
"I'm Jolene."
The woman puts her pool cue down. "Oh. Well in that case, yes, I'm Mindy." She looks Jolene up and down. "So, what'da want?"
"Um, this is going to sound strange, but I want your clothes."
Mindy laughs. "Is that all?"
"I mean, I'll trade you mine."
Mindy gets a serious look and steps forward. "Hmmm, those are nice rags alright, but not really my style. Got any cash?"
Jolene didn't expect that, so she looked in her purse. Do what ever it took, the note said. "I have fifty-two dollars."
"Is that all?" Mindy said, clearly disappointed.
"I'm sorry, that's all I have. Please, I need your clothes."
"OK, OK. I'm such a push over." Secretly she was quite pleased of course since I had bought the clothes in the first place. "Well?"
"What?"
"Get out of the clothes bitch. The deal is your clothes for mine plus the cash. So start stripping."
Jolene didn't really want to strip in the bar, but at the moment it was just the two of them. The longer she delayed the greater the chance someone else would show up. As she took off her silk top and designer jeans she wished she had not worn her favorite outfit. She handed them over to Mindy, now just standing there in her skimpy bra and thong.
"The bra too," Mindy demanded. "Can't really wear it with this top anyway."
Jolene unclasped the bra and handed it over as well. Mindy smiled evilly and said, "Wait here, I'll be right back."
Jolene watched with a scared look on her face as Mindy walked away with her clothes. She was slightly relieved when she saw her turn into the woman's bathroom. My wife stood there nervously for a minute before Mindy returned wearing the silk top and jeans, throwing her previous outfit on the pool table. Jolene quickly dressed and exited the bar. As she did she noticed a few of the patrons smiling at her. Obviously her exploit had not gone unnoticed.
Once she was back outside she remembered the key and reached into her pocket. Thankfully it was there with the chain just as the note said it would be. Jolene pulled it out and slipped it over her head as instructed and started walking.
She felt very conspicuous as she made her way down the busy sidewalk, her boobs bouncing with every step. The way she was made up she was sure she must have looked like a hooker. After a couple of blocks she heard someone off to the side call her name.
Jolene stopped and looked around. Again she heard her name. She looked carefully and saw a figure in a recessed doorway; the kind that had steps leading down to it.
"I'm Jolene."
"Come closer."
She took a couple of steps closer. Standing on the steps leading down to the door was a balding man in his fifties wearing a dirty t-shirt.
"I have what you need," he says and motions for her to join him in the doorway.
She steps closer, a little uncertain. He points downward, so she descends the steps with the stranger. When they get to the bottom he reaches out and touches the key.
"I can tell you what this is for," he informs her and pulls an envelope out of his back pocket.
Jolene reaches for it, but he pulls it back saying, "Oh no. You will have to pay for this."
"But I don't have any money."
"Then you'll have to earn it the old fashioned way," he says as he pulls down his zipper.
"What? Right here?"
"That's right. Suck me off right here bitch, and the envelope is yours."
Jolene saw no other alternative and hoped they were shielded well enough down in the dark doorway. She got down on her knees, wincing from the rough concrete and pulled out the stranger's hard cock. He stank of the sweat of a hard day's work. She went to work getting it over as quickly as possible. No doubt he tried to make it last, but my wife is an expert cocksucker and in no time he was pumping his cum into her mouth. She swallowed it all down, making sure to get every drop, and tucked his softening member back into his pants.
When she stood up her knees were dirty leaving little doubt what she had been up to. There wasn't anything she could do about that at the moment so she just held her hand out. The stranger gave her the envelope saying, "Your fella is one lucky bastard."
Inside was one last note which read, "Go to the hotel across the street from where you are now. Take the elevator up to room 522 and let yourself in. Announce to the occupants that you are the entertainment for the evening and that they are to enjoy your body in any way they please for as long as they please."
Jolene looked across the street. Sure enough there was a nice looking hotel there. She didn't know what awaited her, but she knew it would be an exciting sexual adventure. All of her challenges were.
At least that's how I imagined things would go for my wife. Ed and I had spent a lot of time and effort planning it and coaching the various players. But there would be no way to know until Jolene stepped into room 522. Ed and I were in the adjoining room watching via three wireless cameras and microphones that we had setup earlier. Leon's grandson and three of his young friends waited anxiously in the next room for my wife's appearance. If everything was going according to schedule she should be walking in soon.
Sure enough, about five minutes later the door swung open and in walked Jolene. I'm not sure I would have recognized her if I had passed her on the street. Mistress Dianne had done a good job with her makeup and hair. Along with the outfit she got from Mindy she looked like a coed with very bad taste. Or a color blind hooker. Either way it was a hot look for my wife.
She made her announcement as instructed, which got the attention of the young black men. One of them said, "Well, well, it looks like we have ourselves a white trash ho."
Another one responds, "It's time to party boys."
Another one added, "They say once you go black, you never go back."
They all high-fived each other as though that was the first time anybody had ever said that. Jolene just licked her lips and stepped forward into their midst. It wasn't long before she was naked and the horny young men were feeding her their hard cocks. And this time I recorded it all on high resolution video using the three nearly-hidden cameras.
They were not shy about using her body for their pleasure. They fucked her mouth, pussy and ass repeatedly. They even had all three filled at one point. It was amazing watching my lilly white wife sandwiched between four black guys as they pounded their cocks into her over and over.
I was amazed at the stamina of the four boys, which was impressive even for twenty-five year olds. They were able to regain their erections quickly after coming and they each did that two or three times during the evening. Jolene took everything they had and sucked them dry in a sexual marathon like nothing I'd ever seen. In the end she was still ready for more even after the boys couldn't get their cocks hard anymore.
